"@-Tides": The 1,2-dihydro-3(6h)-pyridinone unit as a β-strand mimic

S. T. Phillips; M. Rezac; U. Abel; M. Kossenjans; P. A. Bartlett

doi:10.1021/ja0168460

"@-Tides": The 1,2-dihydro-3(6h)-pyridinone unit as a β-strand mimic

S. T. Phillips, M. Rezac, U. Abel, M. Kossenjans, P. A. Bartlett

Chemistry

Research output: Contribution to journal › Article › peer-review

71 Scopus citations

Abstract

The cyclic amino acid surrogate 1 was designed to mimic the extended conformation of a peptide unit and to provide hydrogen bond donor and acceptor functions conducive to β-sheet formation. A convenient synthesis of this unit and solution and solid-phase methods for its incorporation into an oligomer alternating with peptide units have been devised. The resulting "@-tides", as these oligomers have been designated, show a high propensity for self-association in comparison to oligopeptides; insights into the structure and dynamical properties of their antiparallel dimers have been obtained by NMR.

Original language	English (US)
Pages (from-to)	58-66
Number of pages	9
Journal	Journal of the American Chemical Society
Volume	124
Issue number	1
DOIs	https://doi.org/10.1021/ja0168460
State	Published - Jan 9 2002

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja0168460

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AU - Kossenjans, M.

AU - Bartlett, P. A.

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"@-Tides": The 1,2-dihydro-3(6h)-pyridinone unit as a β-strand mimic

Abstract

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